1: 84 percent / sodium dithionite, lithium hydroxide / tetrahydrofuran; methanol; H2O / 10 h / 45 °C 2: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C 3: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C View Scheme

1: 48 percent / Me2SBH3 / tetrahydrofuran / 19 h / Heating 2: 82 percent / PPh3, CCl4 / CH2Cl2 / 7 h / Ambient temperature 3: 88 percent / 25percent HCO2NH4 / 10percentPd-C / tetrahydrofuran / 6 h / 0 °C 4: 3M HCl / ethyl acetate / 1 h / Ambient temperature 5: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature 6: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature View Scheme

1: 23 percent / Pd(OAc)2 / N,N-dimethyl-acetamide / 70 °C 2: 48 percent / Me2SBH3 / tetrahydrofuran / 19 h / Heating 3: 82 percent / PPh3, CCl4 / CH2Cl2 / 7 h / Ambient temperature 4: 88 percent / 25percent HCO2NH4 / 10percentPd-C / tetrahydrofuran / 6 h / 0 °C 5: 3M HCl / ethyl acetate / 1 h / Ambient temperature 6: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature 7: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature View Scheme